Speaker Lineup

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David Horsager

The Wall Street Journal best-selling author of The Trust Edge and the leading global expert in building high-trust leaders and organizations


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Jessica DaMassa

Executive Producer & Host, ‘WTF Health – What’s the Future, Health?’

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Lisa Durkin

Vice President, Human Resources, The Cleveland Orchestra

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Dr. James Knight

Equity and Inclusion Strategist working with business and non-profit leaders to develop frameworks rooted in humility


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Shawn DeCraemer

Finance Manager, JJ Safety


Mike Schroeder

Founder and President, Roundstone

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Terri White

Director of Marketing, Roundstone

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Sam Walters

Regional Practice Leader, Roundstone

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Jen Trudel

Strategic Relationship Manager, Roundstone

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Jonathan McCorkle

Chief Financial Officer, Roundstone

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Rob Hamilton

EVP of Sales, Roundstone

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Chris Zirke

General Counsel, Roundstone

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Lisa Kerr

Sales and Onboarding Manager, Bywater

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Patrick Weber

Cost Containment Analyst, Roundstone


Daniel Demyan

Cost Containment Strategist, Roundstone

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Tim Ott

Regional Practice Leader, Roundstone

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Dan Santora

Strategic Relationship Manager Team Lead, Roundstone

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David Smith

Regional Practice Leader, Roundstone

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Bruce Dunham

Underwriting Manager, Roundstone

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Jasmine Bibb

Vice President of Customer Success, Roundstone

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Lauren Gliha

Stop-Loss Claims Team Lead, Roundstone

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Beth Snyder

Chief Operating Officer, Roundstone

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Hannah Morris

Manager of Customer Experience, Roundstone

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Scott Miker

Director of HR and Strategic Initiatives, Roundstone

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Eddie Castro

Regional Practice Leader, Roundstone

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Sophia Corrigan

Strategic Relationship Manager, Roundstone

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Aaron Searls

Vice President of Business Development at True Rx Health Strategists

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Denny Bass

Senior Vice President, HUB International Gulf South

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Chris Labrecque

Chief Customer Officer, Paytient

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Peter Freska

Partner, Acrisure

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Francine Campos

Vice President and Chief Human Resources Officer, National Roofing Co.

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Rachel Hawkins

Owner, Angler Insurance

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Brett Morris

Founder & CEO, Samaritan Fund Program

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Jay Booth

President at Capital Group Benefits

Additional Speakers to Be Announced


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Roundstone is an innovative employee health benefits company. We help small and midsize organizations offer competitive benefits at a lower cost by self-funding health insurance through our group medical captive. The Roundstone Captive enables companies to self-insure safely by pooling hundreds of employers together to share risk and save money. With easy onboarding and personalized support every step of the way, the Captive offers control, flexibility, transparency, and returns all savings back to employers where they belong. We believe in always aligning with the employers’ best interests and remaining committed to our mission – quality, affordable healthcare, and a better life for all.

Roundstone Insurance © 2024

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CEO, Trust Edge Leadership Institute

Dr. David Horsager, D. Litt, CSP, CPAE is the CEO of Trust Edge Leadership Institute, Trust Expert in Residence at High Point University, and The Wall Street Journal bestselling author of The Trust Edge. David has advised leaders and delivered life-changing presentations on six continents, with audiences ranging everywhere from FedEx, Toyota, MIT and global governments to the New York Yankees and the Department of Homeland Security.

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Executive Producer & Host, ‘WTF Health – What’s the Future, Health?’

Jessica DaMassa is the ‘it girl’ of health tech interviewing. She brings an enthusiastic, fun, charming style, a ton of knowledge, and plenty of tough questions to her hosting of conferences, shows, and interviews focused on health technology and the business of health innovation. Her current project, ‘WTF Health – What’s the Future, Health?’ is a YouTube interview series that has taken her around the world to literally ask everyone everywhere about the future of health – and WTF is wrong with it right now. With more than 1,000 interviews in seven years, Jessica is the ‘girl to know’ to meet the ‘who’s who’ of health tech, digital health, virtual care, and healthcare innovation. Jessica is a regular keynote speaker and panel moderator at the world’s leading health innovation conferences, she co-emcee’s Frontiers Health in Europe, and is also the host of ‘CVS Health Live’ an innovation series put out monthly by healthcare mega-brand CVS Health. Jessica got her start working on the innovation team at a BlueCross BlueShield plan. 

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Lisa Durkin

Vice President, Human Resources
at the Cleveland Orchestra

Lisa Durkin holds a Master of Public Administration from Cleveland State University. Starting in Cuyahoga County’s Office of Budget Management in 1997, she managed substantial budgets and grants. Lisa progressed to Fiscal Director for the Cuyahoga County Board of Elections in 2004, where she improved campaign finance auditing. In 2007, she joined the Department of Human Resources, contributing to regional healthcare benefits. By 2010, Lisa played a key role in reforming County Government structure, and in 2011, became Director of Human Resources under County Executive Ed FitzGerald. She later advised the Cleveland Metropolitan School District on transitioning to an automated system and led Human Resources for Hiram College before joining The Cleveland Orchestra as Vice President, Human Resources. In 2021, she founded HR Assist LLC, offering HR services to organizations. Lisa volunteers in various social causes and lives in Bay Village, Ohio, with her two children.


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Dr. James Knight

Equity and Inclusion Strategist

As an equity and inclusion strategist, James works with leaders, schools, organizations, and individuals in the corporate, nonprofit, governmental, and academic sector to develop frameworks rooted in humility. The primary goal of this work is to assist others in building safe environments where everyone can thrive and bring their best selves. As an author, James has written three books, including his latest release, Heart: A Journey Toward Cultural Humility. This book is a manual and guide for any leader, student, or person looking to develop greater awareness and increase their emotional and cultural intelligence.


James has a passion for people and sees himself as a servant-leader. His personal mission is “education + empowerment = elevation,” and his number one goal in everything he does is to elevate those he serves through education and inspiration. He holds a Bachelor of the Arts from Oberlin College and a Master’s of Education and Doctorate of Education Leadership from Ashland University. He also holds a Graduate Certificate in Diversity, Social Justice, and Inclusion from the University.

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